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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 3
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Original Articles

Preparation of 2,4-Dihydroxybenzaldehyde by the Vilsmeier-Haack Reaction

Wilford L. Mendelson Synthetic Chemistry Department, SmithKline Beecham Pharmaceuticals, Post Office Box 1539, King of Prussia, PA, 19406–0939
&
Stuart Hayden Synthetic Chemistry Department, SmithKline Beecham Pharmaceuticals, Post Office Box 1539, King of Prussia, PA, 19406–0939
Pages 603-610 | Received 08 Jul 1995, Published online: 21 Aug 2006
 
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Abstract

An efficient synthesis of 2,4-dihydroxybenzaldehyde (1) from resorcinol via the Vilsmeier-Haack reaction has been developed. Either phosphorous oxychloride/DMF or oxalyl chloride/DMF produces 1 in yields of 65–75%. The intermediate formamidinium salts have been characterized.

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